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Epicubebol glycoside

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f92367ac-7adc-40b4-bf32-9d41ba562fab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2S,3R,4S,5R,6R)-2-[[(4R,5R,6R,7S,10R)-4,10-dimethyl-7-propan-2-yl-4-tricyclo[4.4.0.01,5]decanyl]oxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1CCC(C2C13C2C(CC3)(C)OC4C(C(C(C(O4)C)O)O)O)C(C)C
SMILES (Isomeric) C[C@@H]1CC[C@H]([C@H]2C13[C@@H]2[C@](CC3)(C)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)C)O)O)O)C(C)C
InChI InChI=1S/C21H36O5/c1-10(2)13-7-6-11(3)21-9-8-20(5,18(21)14(13)21)26-19-17(24)16(23)15(22)12(4)25-19/h10-19,22-24H,6-9H2,1-5H3/t11-,12-,13+,14-,15+,16+,17-,18+,19+,20-,21?/m1/s1
InChI Key BKKOWVSRAGJQRQ-QAASZDOASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H36O5
Molecular Weight 368.50 g/mol
Exact Mass 368.25627424 g/mol
Topological Polar Surface Area (TPSA) 79.20 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.32
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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(2S,3R,4S,5R,6R)-2-(((4R,5R,6R,7S,10R)-4,10-dimethyl-7-propan-2-yl-4-tricyclo(4.4.0.01,5)decanyl)oxy)-6-methyloxane-3,4,5-triol
(2S,3R,4S,5R,6R)-2-[[(4R,5R,6R,7S,10R)-4,10-dimethyl-7-propan-2-yl-4-tricyclo[4.4.0.01,5]decanyl]oxy]-6-methyloxane-3,4,5-triol
RefChem:137194
CHEMBL463058

2D Structure

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2D Structure of Epicubebol glycoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7765 77.65%
Caco-2 - 0.7107 71.07%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5429 54.29%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior + 0.9182 91.82%
OATP1B3 inhibitior + 0.9645 96.45%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.8297 82.97%
P-glycoprotein inhibitior - 0.8286 82.86%
P-glycoprotein substrate - 0.7510 75.10%
CYP3A4 substrate + 0.6153 61.53%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.8067 80.67%
CYP3A4 inhibition - 0.8914 89.14%
CYP2C9 inhibition - 0.8443 84.43%
CYP2C19 inhibition - 0.8176 81.76%
CYP2D6 inhibition - 0.9455 94.55%
CYP1A2 inhibition - 0.7320 73.20%
CYP2C8 inhibition - 0.8233 82.33%
CYP inhibitory promiscuity - 0.9599 95.99%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7064 70.64%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.6450 64.50%
Skin corrosion - 0.9086 90.86%
Ames mutagenesis - 0.6854 68.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5068 50.68%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8264 82.64%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7244 72.44%
Acute Oral Toxicity (c) III 0.4443 44.43%
Estrogen receptor binding + 0.5423 54.23%
Androgen receptor binding + 0.5282 52.82%
Thyroid receptor binding + 0.7626 76.26%
Glucocorticoid receptor binding + 0.5840 58.40%
Aromatase binding + 0.6499 64.99%
PPAR gamma + 0.6228 62.28%
Honey bee toxicity - 0.7255 72.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9302 93.02%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.68% 96.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.43% 96.09%
CHEMBL4072 P07858 Cathepsin B 91.46% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.28% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.81% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.47% 96.77%
CHEMBL1937 Q92769 Histone deacetylase 2 86.78% 94.75%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.39% 97.53%
CHEMBL5203 P33316 dUTP pyrophosphatase 86.37% 99.18%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.32% 96.61%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 84.36% 97.47%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.30% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.23% 92.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.92% 95.89%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.02% 95.71%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 82.35% 97.31%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.19% 85.31%
CHEMBL2095194 P08709 Coagulation factor VII/tissue factor 81.80% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.52% 97.09%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.46% 97.86%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.28% 97.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.03% 97.36%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 80.65% 98.99%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 80.52% 92.86%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.50% 96.47%
CHEMBL3837 P07711 Cathepsin L 80.29% 96.61%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.27% 91.24%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.09% 91.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Calendula arvensis

Cross-Links

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PubChem 44567052
LOTUS LTS0191930
wikiData Q104937660